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(E)-1-(1-Hy-droxy-naphthalen-2-yl)-3-(2,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one.

ABSTRACT: In the title mol-ecule, C22H20O5, the C=C bond of the central enone group adopts an E conformation. The dihedral angle formed by the benzene ring and the naphthalene ring system is 12.6?(4)°. The hy-droxy group attached to the naphthalene ring is involved in an intra-molecular O-H?O hydrogen bond. In the crystal, weak C-H?O hydrogen bonds link the mol-ecules into chains along [010]. In addition, ?-? stacking inter-actions are present, with centroid-centroid distances of 3.6648?(15) and 3.8661?(15)?Å between the benzene and two naphthalene rings.

SUBMITTER: Koh D

PROVIDER: S-EPMC3629594 | biostudies-literature | 2013 Apr

REPOSITORIES: biostudies-literature

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(E)-1-(1-Hy-droxy-naphthalen-2-yl)-3-(2,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one.

Koh Dongsoo D

Acta crystallographica. Section E, Structure reports online 20130316 Pt 4

In the title mol-ecule, C22H20O5, the C=C bond of the central enone group adopts an E conformation. The dihedral angle formed by the benzene ring and the naphthalene ring system is 12.6 (4)°. The hy-droxy group attached to the naphthalene ring is involved in an intra-molecular O-H⋯O hydrogen bond. In the crystal, weak C-H⋯O hydrogen bonds link the mol-ecules into chains along [010]. In addition, π-π stacking inter-actions are present, with centroid-centroid distances of 3.6648 (15) and 3.8661 (1 ...[more]

PMID: 23634081

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(E)-1-(2-Hy-droxy-phen-yl)-3-(2,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one.

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Project description:In the title amide compound, C(16)H(17)NO(5), the dihedral angle between the benzene rings is 71.59 (4)°. In the crystal, inter-molecular N-H⋯O and O-H⋯O hydrogen bonds link the mol-ecules into a two-dimensional array parallel to the ab plane.

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Crystal structure of (E)-1-(1-hy-droxy-naphthalen-2-yl)-3-(2,3,4-tri-meth-oxy-phen-yl)prop-2-en-1-one.

Project description:The title compound, C22H20O5, is composed of a hy-droxy-naphthyl ring and a tri-meth-oxy-phenyl ring [the planes of which are inclined to one another by 21.61 (10)°] bridged by an unsaturated prop-2-en-1-one group. The mean plane of the prop-2-en-1-one group [-C(=O)-C=C-] is inclined to that of the naphthyl system and benzene rings by 3.77 (14) and 18.01 (16)°, respectively. There is an intra-molecular O-H⋯O hydrogen bond present forming an S(6) ring motif. In the crystal, inversion-related mol-ecules are linked by a slipped-parallel π-π inter-action [inter-centroid distance = 3.8942 (13) Å, inter-planar distance = 3.478 (9) Å and slippage = 1.751 Å], and stack along the [101] direction. There are no other significant inter-molecular inter-actions present.

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Crystal structure of (E)-3-(2,4-di-meth-oxy-phen-yl)-1-(1-hy-droxy-naphthalen-2-yl)prop-2-en-1-one.

Project description:In the title compound, C21H18O4, the C=C bond of the central enone group adopts an E conformation. The dihedral angle formed by the benzene ring and the naphthalene ring system is 6.60 (2)°. The meth-oxy groups on the benzene ring are essentially coplanar with the ring; the C-C-O-C torsion angles being 1.6 (2) and -177.1 (1)°. The hy-droxy group attached to the naphthalene ring is involved in an intra-molecular O-H⋯O hydrogen bond. The relative conformation of the two double bonds in the enone group is s-cisoid. In the crystal, weak C-H⋯O hydrogen bonds link the mol-ecules into chains propagating along [010].

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